9-(4-Iodophenyl)-9H-carbazole

Base Information

• Chemical Name: 9-(4-Iodophenyl)-9H-carbazole
• CAS No.: 57103-15-8
• Molecular Formula: C18H12IN
• Molecular Weight: 369.204
• European Community (EC) Number: 808-131-2
• DSSTox Substance ID: DTXSID40445557
• Nikkaji Number: J2.104.309E
• Wikidata: Q72484356
• Mol file: 57103-15-8.mol

Synonyms:9-(4-Iodophenyl)-9H-carbazole;57103-15-8;9-(4-iodophenyl)carbazole;(9-(4-IODOPHENYL))-9H-CARBAZOLE;MFCD11617970;SCHEMBL536571;DTXSID40445557;CWZDMKAGSIDFBR-UHFFFAOYSA-N;AKOS016012177;SB66545;AS-40158;CS-0099224;FT-0768764;I0961;A913225

Chemical Property of 9-(4-Iodophenyl)-9H-carbazole

Chemical Property:

• Melting Point: 138.0 to 142.0 °C
• Boiling Point: 467.2±37.0 °C(Predicted)
• PSA: 4.93000
• Density: 1.55±0.1 g/cm3 (20oC 760 Torr)
• LogP: 5.38830
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 369.00145
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

99.0% ^*data from raw suppliers

9-(4-Iodophenyl)-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N2C4=CC=C(C=C4)I
• Uses: 9-(4-Iodophenyl)-9H-carbazole is used as a reactant in the preparation of copper bisphosphine triazolylpyridine complexes.

Technology Process of 9-(4-Iodophenyl)-9H-carbazole

There total 22 articles about 9-(4-Iodophenyl)-9H-carbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

4-fluoro-1-iodobenzene (352-34-1) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9-(4-iodophenyl)carbazole (57103-15-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 24h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1055/s-0035-1560386

Reference yield: 94.0%

C22H22N4 → 9-(4-iodophenyl)carbazole (57103-15-8)

Guidance literature:

With methyl iodide; at 110 ℃; for 14h;

DOI:10.1021/jo991167h

Reference yield: 90.0%

para-diiodobenzene (624-38-4,1032416-46-8) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9-(4-iodophenyl)carbazole (57103-15-8)

Guidance literature:

With copper(l) iodide; 18-crown-6 ether; potassium carbonate; at 140 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.cgd.6b00395

upstream raw materials:

4-(9H-carbazol-9-yl)aniline

9-(4-nitrophenyl)-9H-carbazole

9H-carbazole

nitrobenzene

Downstream raw materials:

9-([1,1’-biphenyl]-4-yl)-9H-carbazole

9-(4-(prop-1-ynyl)phenyl)carbazole

9-(4-ethynyl-phenyl)-9H-carbazole

3,6-dibromo-9-(4-iodo-phenyl)-9H-carbazole

Refernces

• 1、 Chen, Yi,Xie, Jingwei,Wang, Zixing,Cao, Jin,Chen, Hongwei,Huang, Jinhai,Zhang, Jianhua,Su, Jianhua. "Highly efficient bipolar host material based-on indole and triazine moiety for red phosphorescent light-emitting diodes". . p. 188 - 195. Retrieved 2016.
• 2、 Malavade, Vrunda,Patil, Manish,Patil, Mahendra. "Scope, Kinetics, and Mechanism of “On Water” Cu Catalysis in the C–N Cross-Coupling Reactions of Indole Derivatives". supporting information. p. 561 - 569. Retrieved 2020/02/05.
• 3、 Aguilar-Granda, Andrés,Colin-Molina, Abraham,Jellen, Marcus J.,Nú?ez-Pineda, Alejandra,Cifuentes-Quintal, M. Eduardo,Toscano, Rubén Alfredo,Merino, Gabriel,Rodríguez-Molina, Braulio. "Triggering the dynamics of a carbazole-: P -[phenylene-diethynyl]-xylene rotor through a mechanically induced phase transition". supporting information. p. 14054 - 14057. Retrieved 2019/11/25.